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Total synthesis of cis-reticulatacin-10-ones A and B: absolute stereochemical assignment

By Sherif B. Abdel Ghani, Lynda J. Brown, Bruno Figadère and Richard C.D. Brown

Abstract

cis-Reticulatacin-10-ones A and B were synthesised as a predefined mixture of diastereoisomers (dr ~ 1:9) in nine steps from the acid chloride 8, and without the use of hydroxyl protecting groups. Comparison of the chiral HPLC chromatogram of the synthetic sample with that of the natural product isolated from the roots of the tropical fruit tree Annona muricata L. showed the natural product to be a mixture of A and B diastereoisomers (dr ~ 1:1)

Topics: QD
Year: 2010
DOI identifier: 10.1039/c0ob00259c
OAI identifier: oai:eprints.soton.ac.uk:180735
Provided by: e-Prints Soton
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